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One suitcase or two for two weeks in Italy

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I am going to Italy for two weeks and have been hesitant about taking my 26" hard sided case because I'm going to have to get it on and off trains and possibly up and down stairs. I'm heading in the direction of a Briggs and Riley expandable carryon that I can check and topping it with a B&R tote that fits over the handle. B&R has a nice connector on the back of the carry on that will take the tote. Has anyone tried this combo?

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